Vacation rentals with a pool in Scarborough

Find and book unique homes with a pool on Airbnb

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Popular amenities for Scarborough rentals with a pool

House rentals with a pool

Guest favorite
A charming two-story home features a green-shingled exterior and a gabled roof. Large windows allow natural light to fill the interior. A white front door stands at the center, with a covered entryway. A fenced area is visible in the foreground, alongside designated parking spaces.
Home in Old Orchard Beach
5 out of 5 average rating, 33 reviews

Love OOB! NEW 3 BR, 2.5 BA Maine Home

LoriRating, 5 stars6 months ago
Heather’s place was by far the most well maintained and clean Airbnb our family has ever stayed in. She was responsive and kind with all our needs. The pool was conveniently located right across the road and a beautiful place to spend the warmer day. Walking to the OOB trolly, seafood restaurants and the best ice cream place we’ve visited yet. We look forward to making Heather’s place and a trip to the Maine coast an annual family vacation.
Guest favorite
Home in Cumberland
5 out of 5 average rating, 14 reviews

HeatdPool&OceanAccess|15Min2Portland|FirePit|Games

LucaRating, 5 stars2 months ago
Great stay and great hosts who were responsive and clear throughout. Home is charming and cozy, very clean, and the surrounding area is wonderful.
Guest favorite
The backyard features an above-ground pool surrounded by a spacious deck, offering ample seating and relaxation areas. A shaded dining space is visible under an umbrella, while the two-story colonial home stands in the background, framed by lush greenery.
Home in Mechanic Falls
5 out of 5 average rating, 19 reviews

Lovely home with hot tub and pool

AngelicaRating, 5 stars4 months ago
Beautiful Airbnb! Everything in the Airbnb was very well thought out. The host was super nice and always quick to respond. My only regret was not spending more time here!
Guest favorite
Home in Old Orchard Beach
5 out of 5 average rating, 40 reviews

Our Beach House Getaway

JenniferRating, 5 stars5 months ago
It was exactly as the pictures on the website. I reached out to Linda prior to leaving. She was very responsive answered all my questions. Great memories made with the family this week. Would definitely come back again. The ease of getting in and out of old Orchard Beach was great. Was only a 3-4 min drive to the beach. The pool there was a huge hit with the grandkids as the ocean in Maine is never really that warm.
Guest favorite
A large above-ground pool is surrounded by a spacious deck and colorful seating arrangements. The two-story home is visible in the background, set amidst lush greenery. A firepit area and grassy yard complete the outdoor space, offering ample room for relaxation and recreation.
Home in Standish
4.94 out of 5 average rating, 50 reviews

6BR+ Retreat on 3 Acres Near Lake w/AC +Pets OK

ZachRating, 5 stars6 months ago
Perfect place for a group or big family! Was much larger than expected, very private, and had so many cute touches and details that made our stay unforgettable. I could not recommend this place enough!
Guest favorite
Home in Portland
4.96 out of 5 average rating, 113 reviews

"Good Vibes" 4 Wonderful Seasons @ Portland Home!

AlyshaRating, 5 stars1 week ago
Loved the space, Angela was very quick with her response time and even when we had a heat problem she was quick to jump into action and help us. We enjoyed the space as welll for a small super bowl gathering . Thanks!
Guest favorite
A two-story home is presented, featuring a yellow exterior and dark blue shutters. A welcoming front porch is adorned with decorative elements. Lush green grass and various shrubs frame the entrance, while a driveway leads to a garage on the left side.
Home in Portland
4.82 out of 5 average rating, 109 reviews

There's No Place Like Home

JeremyRating, 5 stars4 months ago
Kathi’s place was great! Super close to the Downtown Portland/Old Port area. Kathi was a great host, extremely responsive and genuinely nice, plus she even made my family and I some delicious blueberry muffins for our stay! Her instructions were clear and she made us feel right at home! Would definitely stay again whenever we’re in the area!
Guest favorite
Home in Barrington
5 out of 5 average rating, 17 reviews

Solar Plant Pool House

HectorRating, 5 stars5 days ago
Beautiful home with great surroundings and a lot of space. I would love to visit in the summer to make use of the pool

Condo rentals with a pool

Superhost
A spacious living area features a sectional sofa and a dining table surrounded by chairs. Large windows invite natural light and offer views of the outdoor balcony. A flat-screen TV is mounted on the wall, creating a comfortable space for relaxation or dining.
Condo in Ogunquit
4.74 out of 5 average rating, 19 reviews

Lovely 1 Bedroom condo with amazing ocean view

FrankRating, 5 stars6 months ago
Marko was outstanding with responses and caring about our stay. The location is perfect.. walking distance to everything! And the VIEW was more beautiful than the photos!
Guest favorite
Condo in Wells
4.96 out of 5 average rating, 25 reviews

Cozy Beach Condo in Wells - Hot Tub & Pool!

MiaRating, 5 stars6 days ago
Kathleen was so kind to let us spend our weekend at her air bnb. Very clean very tidy. She even wrote a sweet note and left us some chocolates. Immediately felt at home when we settled in. Couldn’t have had a better valentine’s day weekend than at Kathleen’s air bnb.
Guest favorite
An outdoor pool is surrounded by a textured stone patio, with steam rising from the water, suggesting warmth despite the winter setting. A safety rail is visible, alongside poolside loungers positioned for relaxation. Snow-covered terrain and trees frame the background.
Condo in Conway
4.94 out of 5 average rating, 18 reviews

Luxurious Ski-In/Out Condo on Cranmore Mountain!

ColinRating, 5 stars1 week ago
Jonathan was super responsive when we had a question and the location is always ideal with the ski lifts just right outside - wonderful set up and very clean as well - would highly recommend to anyone looking for a great spot at Cranmore!
Guest favorite
The inviting studio features a calming color palette with beach-themed decor. A spacious bed, adorned with crisp linens, occupies the center. A cozy seating area with blue armchairs complements a round, mosaic table. Natural light enters through the windows, enhancing the airy atmosphere.
Condo in Ogunquit
4.98 out of 5 average rating, 44 reviews

Lovely Seaglass Studio, Pool, Walk to Everything!

IanRating, 5 stars4 months ago
I booked this place because of reviews indicating the place was clean, spotless and I can confirm it was. It's right off of Highway 1, about 20-min walk from the town center. Thank you Denise for being a great host and for being very responsive and flexible.
Guest favorite
A large outdoor pool area is surrounded by lounge chairs in vibrant colors. The pool is complemented by neighboring buildings with multiple windows, providing a welcoming atmosphere. The concrete patio offers ample space for relaxation and sunbathing, with a barbecue area visible in the background.
Condo in Wells
4.84 out of 5 average rating, 175 reviews

New Condo on the Wells/Ogunquit town-line

NetanyaRating, 5 stars1 week ago
Chris is such an awesome host. We have stayed one 3 separate occasions. We will definitely be back!
Guest favorite
A spacious living room features a cozy sectional couch and a large coffee table, complemented by a stone fireplace beneath a mounted television. Ample natural light fills the room through large windows, revealing views of the outdoors.
Condo in Conway
4.98 out of 5 average rating, 58 reviews

True Upscale Ski In & Out Condo with Pool & Hot Tu

AndreaRating, 5 stars2 weeks ago
This was our second stay and we can’t express how much we love it!! The layout is perfect, the home is comfortable, well furnished and has everything you would need. Best of all, the location is unmatched!! We especially love the easy access to the lifts and it’s great for skiing with kids when someone is cold, hungry, or needs a break! This is the highlight of our winter trips!
Superhost
An outdoor heated pool is framed by lounge chairs, providing a space for relaxation. The pool reflects the two-story building behind, with large windows visible. Umbrellas offer shade on sunny days, and well-maintained grass surrounds the pool area.
Condo in Wells
4.77 out of 5 average rating, 123 reviews

Generic Two Bedroom - Stair access only

DannyRating, 5 stars1 month ago
Host was very easy to communicate with. Unit is big and comfortable, pool and spa were amazing, kids loved it, can't wait to return!
Guest favorite
An outdoor swimming pool area features a large, rectangular pool and a separate smaller spa section. Bright red umbrellas provide shade for lounge chairs arranged along the pool's edge, with a verdant backdrop of trees in the distance.
Condo in Conway
4.98 out of 5 average rating, 107 reviews

3 bd / 2 bth, SLOPE SIDE at Cranmore! Unit#1104

JaneRating, 5 stars3 weeks ago
Jen's condo is beautiful, spacious and the perfect location for skiing at MT Cranmore. We are looking forward to staying at Jen's on our next ski trip.

Quick stats about vacation rentals with a pool in Scarborough

  • Total rentals

    120 properties

  • Total number of reviews

    2K reviews

  • Family-friendly rentals

    100 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    120 properties include access to wifi

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